I finished Lonesome Road yesterday.
I imagine my opinion now is similar to how I've felt about it in playthroughs past. In contrast to
Nano, I found the ED-E dialogues entirely underwhelming. They're a little too neat, a little too sappy, the villainous general and officer are far too caricatured, and the responses are too railroaded and Bethesdian. Basically, the interactions amount to: "Gee whillikers, ED-E, those sure are some bad people! Don't worry, you're a good robot and I love you!" ::ecstatic beeping:: or "Worthless pile of trash! Fuck you, robot. I don't give a fuck about you. Ejaculate some ammo, you little fuck." ::sad beeping::
The interactions with Ulysses are similar. It doesn't really matter what dialogue options you choose, because he's going to spout essentially the same monologue at predictable scripted landmarks regardless. This changes somewhat at The End, and there are faction-based differences, but they could have put a lot more effort into letting the Courier steer the conversation in different ways while progressing through the DLC itself. As usual, it all amounts to a high Speech check at the very end. The rest is meaningless.
The writing is the problem, really. Nowhere is this more evident than the terminal entry in which a general bemoans "freedom-loving communists." An American general of the period (even a fictional alternate version of it) would never associate communists with freedom. New Vegas' ironic treatment of McCarthyism is usually spot-on, but whoever wrote that bit was trying way too hard and their hamfisted agenda-pushing showed big-time.
Ulysses is all right, at least from a tonal/atmospheric perspective. In general though, I find his insistence on speaking in metaphors and half-riddles to be tiresome. I suppose it's the sort of mystical dialogue spew that will probably impress a bright-eyed twenty-year-old player.
The gameplay was okay for what it was. I didn't like the scripted, triggered ambushes that completely ignored Sneak skill and spotting capability, and there are quite a few of them, probably more than two dozen. I didn't like the fact that the unscripted enemies were often tucked around corners, behind debris walls, or in very cramped quarters, forcing or chokepointing you into close range and severely limiting the usefulness of explosives and mines—which are THE central weapon feature of Lonesome Road, due to Red Glare, Satchel Charges, and warheads and missiles everywhere you look. Mines were useful for dealing with some packs of deathclaws, though.
Finally, there's way too much loot in Lonesome Road: Tons of food, ammo, and parts in just about every container, and extremely heavy weapons and apparel carried by Marked Men. Your choice is either to leave most of it (hundreds of thousands of caps' worth) behind, or laboriously haul it all back to the entrance for later extraction. Carry weight-type perks only slightly ameliorate this, because there are several literal tons of good loot to be found throughout the DLC. The Riot Gear and various weapons are good though. They're cool-looking, strong, and fun to use.
In summary: